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How to get fromWindsor to Connecticutby plane, bus, train, train (Amtrak), car, or bus (Greyhound)

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There are 10 ways to get from Windsor to Connecticut by plane, bus, train, train (Amtrak), car, or bus (Greyhound)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly to Bradley International Airport

    best
    1. Fly from Detroit (DTW) to Bradley International Airport (BDL)plane plane DTW - BDL
    4h 37m
    $104–657

  2. Bus, train via New York

    1. Take the bus from Detroit Bus Station to Toledo Bus Stopbus bus
    2. Take the bus from Toledo Bus Stop to New York Midtownbus bus
    3. Take the train from Grand Central Terminal to Bridgeporttrain train
    16h 39m
    $119–223

  3. Train

    1. Take the train from Windsor to Aldershottrain train
    2. Take the train from Aldershot to New York Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    19h
    $194–538

  4. Drive  635.5 mi

    1. Drive from Windsor to Bridgeportcar car 635.5 mi
    12h 3m
    $146–211

  5. Fly to Laguardia Airport, train

    1. Fly from Detroit (DTW) to Laguardia Airport (LGA)plane plane DTW - LGA
    2. Take the train from 125th Street - Harlem to Stamfordtrain train
    5h 49m
    $166–478

  6. Fly to John F. Kennedy International Airport, train

    1. Fly from Detroit (DTW) to John F. Kennedy International Airport (JFK)plane plane DTW - JFK
    2. Take the train from Grand Central Terminal to Stamfordtrain train
    5h 58m
    $348–989

  7. Fly to Newark Liberty International Airport, train

    1. Fly from Detroit (DTW) to Newark Liberty International Airport (EWR)plane plane DTW - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Stamford Amtrak Stationtrain train
    5h 56m
    $202–1,681

  8. Fly to Westchester County Airport, line 971 bus

    1. Fly from Detroit (DTW) to Westchester County Airport (HPN)plane plane DTW - HPN
    2. Take the bus from Main St @ South Broadway to Main St @ Atlantic Stbus bus
    6h 28m
    $107–660

  9. Bus, train

    1. Take the bus from Detroit Bus Station to Toledo Bus Stopbus bus
    2. Take the train from Toledo to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain train
    19h 42m
    $190–506

  10. Bus (Greyhound)

    1. Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus bus Greyhound US0420
    2. Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus bus Greyhound US0255s
    20h 25m
    $120–196

Windsor to Connecticut by train

Calendar7Weekly Trains
Duration19hAverage Duration
Ticket$194Cheapest Price
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Comparing Your Travel Options

Map of how to get from Windsor to Connecticut.ExpandLaunch map view
  • Distance: 587.2 mi
  • Duration: 4h 37m

What companies run services between Windsor, ON, Canada and Connecticut, USA?

Delta, United Airlines, and American Airlines fly from Detroit (DTW) to Bradley International Airport (BDL) every 4 hours. Alternatively, you can take a train from Windsor to Bridgeport Amtrak Station via Aldershot, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 19h.

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